Chlorodiphenylphosphine → HCID 178439044, compound

HRID 925033Notes

Reaction equation

HRID 925033 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH:10]([CH3:12])[CH3:11])[C:5]=1[NH:13][C:14](=[NH:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)([CH3:3])[CH3:2].C([Li])CCC.Cl[P:28]([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>>[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH:10]([CH3:12])[CH3:11])[C:5]=1[NH:13][C:14](=[N:21][P:28]([C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)([CH3:2])[CH3:3]

Participants

4

Reactant 3

HCID 66180ChlorodiphenylphosphineHCID 178418339ButyllithiumHCID 178439043HCID 178439043, compound

Product 1

HCID 178439044HCID 178439044, compound

Procedure

Procedure as described for NP Amidine I using the following amounts: 4.20 g N1-(2,6-diisopropylphenyl)benzamidine (15.0 mmol), 7.50 mL of 2.0 M butyllithium (15.0 mmol), 2.70 mL of chlorodiphenylphosphine (15.0 mmol). Following removal of lithium chloride via filtration and removal of solvent in vacuo, the sticky residue was dissolved in 20 mL of pentane, reduced in volume to 5 mL (cold), producing a while solid that was filtered and dried (5.33 g, 76%).

Workup

  1. customremoval of lithium chloride
  2. filtrationvia filtration and removal of solvent in vacuo
  3. dissolutionthe sticky residue was dissolved in 20 mL of pentane
  4. customproducing a while solid
  5. filtrationthat was filtered
  6. customdried (5.33 g, 76%)

Sources & evidence

ORD record
ord-2f4a3ee374984c45a147fe11f7f1b56c
Source dataset
uspto-grants-2016_03
Patent number
US09283555B2

Reaction notes

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